10-heneicosene | 95008-11-0

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 10-heneicosene
• 英文别名: heneicos-10-ene；10-Henicosene；henicos-10-ene
• CAS: 95008-11-0
• 化学式: C₂₁H₄₂
• 分子量: 294.564
• InChiKey: QOJGJKKHTRAFOK-UHFFFAOYSA-N

物化性质

• 沸点：
  369.7±9.0 °C(Predicted)
• 密度：
  0.798±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.7
• 重原子数：
  21
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1-十二烯十二碳烯α-十二碳烯α-十二碳烯 、 alkaline earth salt of/the/ methylsulfuric acid 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 生成 9-eicosene 、 11-docosene 、 2-tridecene 、 1,5,9-trimethyl-1,5,9-cyclododecatriene 、 10-heneicosene 、 1,5-hexadiene 、 、
  参考文献：
  名称：

  10.1002/chem.202400860

  摘要：

  Abstract2,5‐Dimethyl‐2,4‐hexadiene is a readily available and easily managable compound, whose symmetric and polymethylated dienic structure should be prone to engage in cross‐metathesis reactions with other alkenes, but this has not been apparently exploited so far. Here we show that this reactant enables the easy synthesis of tri‐ and tetra‐susbtituted alkenes (i. e. isobutylenyl and prenyl groups) from simple alkenes under mild reaction conditions, not only with the conventional 2nd generation Grubbs catalyst but also with other Grela‐type catalyts such as StickyCat,TM AquaMetTM and GreenCatTM. The use of liquid and low volatile 2,5‐dimethyl‐2,4‐hexadiene avoids the use of gaseous alkene reactants and, besides, showcases the reactivity of polyisoprene (rubber), thus allowing to optimize the reaction conditions for rubber upcycling, after metathesis reaction of the pristine or used polymer with simple alkenes. These results bring low volatile isoprene‐type compounds as privileged poly‐substituted reactants for alkene cross‐metathesis reactions.

  DOI：

  10.1002/chem.202400860

文献信息

• 10.1002/chem.202400860
  作者：Mingueza-Verdejo, Paloma、Rodríguez-Nuévalos, Silvia、Oliver-Meseguer, Judit、Leyva-Pérez, Antonio

  DOI：10.1002/chem.202400860

  日期：——

  Abstract2,5‐Dimethyl‐2,4‐hexadiene is a readily available and easily managable compound, whose symmetric and polymethylated dienic structure should be prone to engage in cross‐metathesis reactions with other alkenes, but this has not been apparently exploited so far. Here we show that this reactant enables the easy synthesis of tri‐ and tetra‐susbtituted alkenes (i. e. isobutylenyl and prenyl groups) from simple alkenes under mild reaction conditions, not only with the conventional 2nd generation Grubbs catalyst but also with other Grela‐type catalyts such as StickyCat,TM AquaMetTM and GreenCatTM. The use of liquid and low volatile 2,5‐dimethyl‐2,4‐hexadiene avoids the use of gaseous alkene reactants and, besides, showcases the reactivity of polyisoprene (rubber), thus allowing to optimize the reaction conditions for rubber upcycling, after metathesis reaction of the pristine or used polymer with simple alkenes. These results bring low volatile isoprene‐type compounds as privileged poly‐substituted reactants for alkene cross‐metathesis reactions.